SoundBreaker

Bittersweet & Bold: Building Independent Artist Futures with Jaclyn O’Connell


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In this episode of Soundbreaker, host Bob Shami interviews Jaclyn O’Connell, Owner and Principal Strategist at Bittersweet Media, and Founder & Artist Manager at Good Grief Mgmt Co.
Jaclyn shares her inspiring journey from retail work to becoming a trailblazer in artist-first music management. With a deep commitment to empowering independent artists, she discusses the emotional labor of being a modern manager, the power of community, and how platforms like TikTok are reshaping music discovery.
You’ll hear valuable insights on digital marketing, cold-email networking, setting up LLCs, and why today’s music careers demand both creativity and business savvy. This is a must-listen for anyone navigating the independent music scene—from aspiring artists to industry vets.

Visit our guest’s website: https://www.bittersweet.media/ 

Contact our guest: https://www.linkedin.com/in/jaclynsouth/ https://www.instagram.com/jaclyn_oconnell/

https://www.instagram.com/bttrsweet_media/

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SoundBreakerBy Bob Shami